Structure

Physi-Chem Properties

Molecular Weight:  769.46
Volume:  799.754
LogP:  7.307
LogD:  4.923
LogS:  -2.657
# Rotatable Bonds:  29
TPSA:  200.4
# H-Bond Aceptor:  14
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.032
Synthetic Accessibility Score:  4.521
Fsp3:  0.659
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.343
MDCK Permeability:  4.52E-05
Pgp-inhibitor:  0.702
Pgp-substrate:  0.998
Human Intestinal Absorption (HIA):  0.65
20% Bioavailability (F20%):  1
30% Bioavailability (F30%):  1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  98.30%
Volume Distribution (VD):  1.024
Pgp-substrate:  0.66%

ADMET: Metabolism

CYP1A2-inhibitor:  0.051
CYP1A2-substrate:  0.127
CYP2C19-inhibitor:  0.569
CYP2C19-substrate:  0.05
CYP2C9-inhibitor:  0.778
CYP2C9-substrate:  0.956
CYP2D6-inhibitor:  0.231
CYP2D6-substrate:  0.091
CYP3A4-inhibitor:  0.954
CYP3A4-substrate:  0.084

ADMET: Excretion

Clearance (CL):  3.418
Half-life (T1/2):  0.067

ADMET: Toxicity

hERG Blockers:  0.072
Human Hepatotoxicity (H-HT):  0.821
Drug-inuced Liver Injury (DILI):  0.639
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.964
Maximum Recommended Daily Dose:  0.438
Skin Sensitization:  0.081
Carcinogencity:  0.08
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.023

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC477589

Natural Product ID:  NPC477589
Common Name*:   Noccardimicin E
IUPAC Name:   [2-methyl-1-oxo-1-[(2-oxoazepan-3-yl)amino]hexadecan-3-yl] 6-[acetyl(hydroxy)amino]-2-[[2-(2-hydroxyphenyl)-1,3-oxazole-4-carbonyl]amino]hexanoate
Synonyms:   Noccardimicin E
Standard InCHIKey:  PIFYJYLXAXDUEB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C41H63N5O9/c1-4-5-6-7-8-9-10-11-12-13-14-25-36(29(2)37(49)43-32-22-17-19-26-42-38(32)50)55-41(52)33(23-18-20-27-46(53)30(3)47)44-39(51)34-28-54-40(45-34)31-21-15-16-24-35(31)48/h15-16,21,24,28-29,32-33,36,48,53H,4-14,17-20,22-23,25-27H2,1-3H3,(H,42,50)(H,43,49)(H,44,51)
SMILES:  CCCCCCCCCCCCCC(C(C)C(=O)NC1CCCCNC1=O)OC(=O)C(CCCCN(C(=O)C)O)NC(=O)C2=COC(=N2)C3=CC=CC=C3O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   135466875
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0001961] Depsipeptides

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33569 0cardia sp. TP-A0674 Species 0cardiaceae Bacteria n.a. isolated from a soil sample collected at Keta, Ishikawa, Japan n.a. PMID[16038549]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
UNPD: Universal Natural Products Database [PMID: 23638153].
StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
MetaboLights: a metabolomics database [PMID: 27010336].
FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT264 Individual Protein Muscarinic acetylcholine receptor M3 Homo sapiens IC50 = 4560 nM PMID[16038549]
NPT264 Individual Protein Muscarinic acetylcholine receptor M3 Homo sapiens Ki = 970 nM PMID[16038549]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC477589 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC477587
0.9718 High Similarity NPC477585
0.9718 High Similarity NPC477588
0.9718 High Similarity NPC477590
0.9718 High Similarity NPC477586
0.7851 Intermediate Similarity NPC314633
0.7699 Intermediate Similarity NPC316224
0.7598 Intermediate Similarity NPC315804
0.7598 Intermediate Similarity NPC313804
0.7543 Intermediate Similarity NPC205372
0.7455 Intermediate Similarity NPC472286
0.7455 Intermediate Similarity NPC472287
0.7444 Intermediate Similarity NPC317572
0.7403 Intermediate Similarity NPC131885
0.7401 Intermediate Similarity NPC269367
0.7388 Intermediate Similarity NPC161801
0.7362 Intermediate Similarity NPC97746
0.7277 Intermediate Similarity NPC478141
0.7273 Intermediate Similarity NPC16066
0.7253 Intermediate Similarity NPC314270
0.725 Intermediate Similarity NPC196718
0.725 Intermediate Similarity NPC102593
0.7227 Intermediate Similarity NPC186351
0.7227 Intermediate Similarity NPC140296
0.722 Intermediate Similarity NPC472284
0.7193 Intermediate Similarity NPC316403
0.7149 Intermediate Similarity NPC298436
0.7143 Intermediate Similarity NPC476830
0.7143 Intermediate Similarity NPC320394
0.7143 Intermediate Similarity NPC146418
0.7137 Intermediate Similarity NPC58209
0.7126 Intermediate Similarity NPC160100
0.7119 Intermediate Similarity NPC128115
0.7117 Intermediate Similarity NPC230403
0.7109 Intermediate Similarity NPC209981
0.7106 Intermediate Similarity NPC309919
0.7106 Intermediate Similarity NPC49195
0.7101 Intermediate Similarity NPC476826
0.7101 Intermediate Similarity NPC476831
0.7101 Intermediate Similarity NPC476827
0.7094 Intermediate Similarity NPC196449
0.7094 Intermediate Similarity NPC314222
0.7092 Intermediate Similarity NPC316110
0.7092 Intermediate Similarity NPC313587
0.7092 Intermediate Similarity NPC315893
0.7083 Intermediate Similarity NPC476832
0.7083 Intermediate Similarity NPC325683
0.7071 Intermediate Similarity NPC477219
0.7054 Intermediate Similarity NPC194740
0.7046 Intermediate Similarity NPC54066
0.7042 Intermediate Similarity NPC37924
0.7027 Intermediate Similarity NPC470042
0.7016 Intermediate Similarity NPC166712
0.7012 Intermediate Similarity NPC476828
0.6988 Remote Similarity NPC188400
0.698 Remote Similarity NPC34770
0.6975 Remote Similarity NPC150239
0.6975 Remote Similarity NPC174760
0.697 Remote Similarity NPC321428
0.6967 Remote Similarity NPC322800
0.6967 Remote Similarity NPC477218
0.6967 Remote Similarity NPC168135
0.696 Remote Similarity NPC220408
0.6955 Remote Similarity NPC241025
0.6941 Remote Similarity NPC472435
0.6938 Remote Similarity NPC282346
0.6932 Remote Similarity NPC72715
0.6926 Remote Similarity NPC472436
0.6926 Remote Similarity NPC315411
0.6926 Remote Similarity NPC299035
0.6926 Remote Similarity NPC14288
0.6926 Remote Similarity NPC177432
0.692 Remote Similarity NPC75179
0.6917 Remote Similarity NPC203373
0.6901 Remote Similarity NPC24370
0.6901 Remote Similarity NPC319232
0.6891 Remote Similarity NPC174576
0.6891 Remote Similarity NPC247803
0.689 Remote Similarity NPC181081
0.6885 Remote Similarity NPC322135
0.6882 Remote Similarity NPC101312
0.6872 Remote Similarity NPC34580
0.6872 Remote Similarity NPC124920
0.6872 Remote Similarity NPC304307
0.6872 Remote Similarity NPC118559
0.687 Remote Similarity NPC284888
0.6866 Remote Similarity NPC286195
0.6857 Remote Similarity NPC217176
0.6854 Remote Similarity NPC172355
0.6853 Remote Similarity NPC208364
0.685 Remote Similarity NPC165964
0.6849 Remote Similarity NPC169402
0.6844 Remote Similarity NPC100547
0.6835 Remote Similarity NPC477979
0.6835 Remote Similarity NPC50562
0.683 Remote Similarity NPC144381
0.6829 Remote Similarity NPC477516
0.6827 Remote Similarity NPC474183
0.6822 Remote Similarity NPC38237
0.6822 Remote Similarity NPC474428
0.6816 Remote Similarity NPC223409
0.6816 Remote Similarity NPC95240
0.6807 Remote Similarity NPC148183
0.6807 Remote Similarity NPC67658
0.6807 Remote Similarity NPC3207
0.6807 Remote Similarity NPC152768
0.6805 Remote Similarity NPC198503
0.6803 Remote Similarity NPC261251
0.6803 Remote Similarity NPC244536
0.6802 Remote Similarity NPC323752
0.6802 Remote Similarity NPC323198
0.6795 Remote Similarity NPC129897
0.6793 Remote Similarity NPC151781
0.6793 Remote Similarity NPC74562
0.6793 Remote Similarity NPC316181
0.6787 Remote Similarity NPC184680
0.6783 Remote Similarity NPC476829
0.6782 Remote Similarity NPC471978
0.6765 Remote Similarity NPC116238
0.6763 Remote Similarity NPC469439
0.6762 Remote Similarity NPC214142
0.6761 Remote Similarity NPC54803
0.6761 Remote Similarity NPC321592
0.676 Remote Similarity NPC470784
0.676 Remote Similarity NPC470785
0.6759 Remote Similarity NPC180668
0.6759 Remote Similarity NPC148896
0.6759 Remote Similarity NPC471013
0.6758 Remote Similarity NPC283152
0.6752 Remote Similarity NPC315061
0.675 Remote Similarity NPC184408
0.675 Remote Similarity NPC303658
0.6745 Remote Similarity NPC173250
0.6734 Remote Similarity NPC220852
0.6733 Remote Similarity NPC168922
0.6722 Remote Similarity NPC168209
0.6721 Remote Similarity NPC473449
0.6721 Remote Similarity NPC179287
0.672 Remote Similarity NPC6786
0.6718 Remote Similarity NPC120513
0.6707 Remote Similarity NPC33064
0.6707 Remote Similarity NPC245055
0.6707 Remote Similarity NPC182222
0.6706 Remote Similarity NPC1608
0.6705 Remote Similarity NPC471979
0.6705 Remote Similarity NPC473833
0.6696 Remote Similarity NPC194040
0.6695 Remote Similarity NPC66191
0.6695 Remote Similarity NPC314817
0.6695 Remote Similarity NPC316297
0.6693 Remote Similarity NPC67401
0.6681 Remote Similarity NPC308137
0.6681 Remote Similarity NPC264176
0.6681 Remote Similarity NPC310211
0.668 Remote Similarity NPC473187
0.668 Remote Similarity NPC326930
0.668 Remote Similarity NPC85879
0.668 Remote Similarity NPC475301
0.668 Remote Similarity NPC53255
0.6667 Remote Similarity NPC74969
0.6654 Remote Similarity NPC230683
0.6654 Remote Similarity NPC13603
0.6654 Remote Similarity NPC10904
0.6653 Remote Similarity NPC470280
0.6653 Remote Similarity NPC285343
0.6652 Remote Similarity NPC315542
0.6641 Remote Similarity NPC471015
0.664 Remote Similarity NPC274640
0.664 Remote Similarity NPC119134
0.6639 Remote Similarity NPC220337
0.6639 Remote Similarity NPC87413
0.6639 Remote Similarity NPC175150
0.6639 Remote Similarity NPC312645
0.6639 Remote Similarity NPC187501
0.6639 Remote Similarity NPC243633
0.6639 Remote Similarity NPC23294
0.6636 Remote Similarity NPC30527
0.6628 Remote Similarity NPC258048
0.6627 Remote Similarity NPC82472
0.6627 Remote Similarity NPC472434
0.6626 Remote Similarity NPC323969
0.6614 Remote Similarity NPC272549
0.661 Remote Similarity NPC53344
0.661 Remote Similarity NPC193238
0.6607 Remote Similarity NPC207851
0.6604 Remote Similarity NPC100734
0.6604 Remote Similarity NPC88923
0.6604 Remote Similarity NPC315634
0.6601 Remote Similarity NPC475816
0.66 Remote Similarity NPC172222
0.66 Remote Similarity NPC329631
0.66 Remote Similarity NPC141053
0.6597 Remote Similarity NPC303951
0.6591 Remote Similarity NPC328928
0.659 Remote Similarity NPC472589
0.659 Remote Similarity NPC318068
0.6588 Remote Similarity NPC291609
0.6587 Remote Similarity NPC240384
0.6587 Remote Similarity NPC15801
0.6586 Remote Similarity NPC260434

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC477589 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8153 Intermediate Similarity NPD6974 Phase 3
0.8009 Intermediate Similarity NPD7547 Clinical (unspecified phase)
0.7897 Intermediate Similarity NPD7853 Phase 2
0.7876 Intermediate Similarity NPD7180 Phase 3
0.7812 Intermediate Similarity NPD4667 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD4898 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD2779 Approved
0.7621 Intermediate Similarity NPD2433 Clinical (unspecified phase)
0.7617 Intermediate Similarity NPD7031 Phase 1
0.7611 Intermediate Similarity NPD3945 Discontinued
0.7521 Intermediate Similarity NPD7268 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2778 Approved
0.75 Intermediate Similarity NPD1638 Discovery
0.7489 Intermediate Similarity NPD8479 Phase 2
0.7489 Intermediate Similarity NPD5866 Approved
0.7479 Intermediate Similarity NPD3263 Phase 3
0.7451 Intermediate Similarity NPD5922 Phase 3
0.7436 Intermediate Similarity NPD6247 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD4394 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD8356 Approved
0.7325 Intermediate Similarity NPD1166 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD3392 Approved
0.7309 Intermediate Similarity NPD6252 Clinical (unspecified phase)
0.7309 Intermediate Similarity NPD5532 Phase 2
0.7293 Intermediate Similarity NPD7703 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD6347 Phase 2
0.7284 Intermediate Similarity NPD5443 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD7284 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD1867 Approved
0.7277 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD2951 Discontinued
0.7257 Intermediate Similarity NPD5640 Discontinued
0.7254 Intermediate Similarity NPD7417 Discontinued
0.7253 Intermediate Similarity NPD5632 Approved
0.7227 Intermediate Similarity NPD8430 Approved
0.7224 Intermediate Similarity NPD7022 Phase 2
0.7222 Intermediate Similarity NPD2884 Phase 1
0.7212 Intermediate Similarity NPD5513 Phase 2
0.7181 Intermediate Similarity NPD3946 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD7490 Discontinued
0.7174 Intermediate Similarity NPD2081 Clinical (unspecified phase)
0.7137 Intermediate Similarity NPD1505 Phase 2
0.7131 Intermediate Similarity NPD5857 Phase 3
0.7126 Intermediate Similarity NPD3801 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD8463 Approved
0.7095 Intermediate Similarity NPD7589 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD6716 Phase 1
0.7068 Intermediate Similarity NPD5817 Discontinued
0.7061 Intermediate Similarity NPD4368 Phase 2
0.7056 Intermediate Similarity NPD6495 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD5512 Phase 3
0.7052 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD7538 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD5293 Phase 2
0.7046 Intermediate Similarity NPD5850 Phase 3
0.7034 Intermediate Similarity NPD7395 Discontinued
0.7012 Intermediate Similarity NPD7994 Phase 2
0.7008 Intermediate Similarity NPD4373 Phase 2
0.7004 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.6996 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6996 Remote Similarity NPD5416 Discontinued
0.6992 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6983 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6979 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6967 Remote Similarity NPD7796 Approved
0.6967 Remote Similarity NPD7797 Approved
0.6966 Remote Similarity NPD7069 Discontinued
0.696 Remote Similarity NPD6874 Approved
0.6955 Remote Similarity NPD4952 Phase 3
0.6948 Remote Similarity NPD4322 Discontinued
0.694 Remote Similarity NPD7467 Discontinued
0.6937 Remote Similarity NPD2792 Approved
0.6926 Remote Similarity NPD1467 Approved
0.6926 Remote Similarity NPD1466 Phase 3
0.6891 Remote Similarity NPD6198 Phase 1
0.6885 Remote Similarity NPD5479 Discontinued
0.6885 Remote Similarity NPD5924 Discontinued
0.688 Remote Similarity NPD8117 Approved
0.688 Remote Similarity NPD8116 Phase 3
0.6875 Remote Similarity NPD4923 Phase 1
0.686 Remote Similarity NPD3925 Approved
0.6848 Remote Similarity NPD8255 Phase 2
0.6842 Remote Similarity NPD772 Phase 3
0.6828 Remote Similarity NPD6550 Discontinued
0.6826 Remote Similarity NPD7566 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7605 Discovery
0.6816 Remote Similarity NPD1659 Phase 1
0.6811 Remote Similarity NPD8324 Phase 2
0.6811 Remote Similarity NPD4369 Phase 2
0.681 Remote Similarity NPD4467 Phase 2
0.681 Remote Similarity NPD4465 Phase 2
0.6809 Remote Similarity NPD5726 Clinical (unspecified phase)
0.6803 Remote Similarity NPD3259 Approved
0.6803 Remote Similarity NPD4086 Phase 1
0.6802 Remote Similarity NPD4460 Clinical (unspecified phase)
0.68 Remote Similarity NPD7886 Phase 2
0.68 Remote Similarity NPD7885 Phase 2
0.6786 Remote Similarity NPD4334 Discontinued
0.6784 Remote Similarity NPD5482 Discontinued
0.6781 Remote Similarity NPD3507 Phase 2
0.6778 Remote Similarity NPD4989 Phase 2
0.6773 Remote Similarity NPD6790 Phase 1
0.6767 Remote Similarity NPD7053 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4897 Phase 2
0.676 Remote Similarity NPD6825 Phase 1
0.6752 Remote Similarity NPD5429 Discontinued
0.675 Remote Similarity NPD6568 Discontinued
0.6741 Remote Similarity NPD6393 Clinical (unspecified phase)
0.6736 Remote Similarity NPD5507 Approved
0.6736 Remote Similarity NPD5506 Approved
0.6736 Remote Similarity NPD7556 Discontinued
0.6732 Remote Similarity NPD8359 Phase 2
0.6722 Remote Similarity NPD7203 Clinical (unspecified phase)
0.6719 Remote Similarity NPD6475 Phase 2
0.6708 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6707 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5256 Discontinued
0.6694 Remote Similarity NPD7426 Phase 1
0.6693 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6681 Remote Similarity NPD6321 Discontinued
0.6681 Remote Similarity NPD4392 Phase 2
0.668 Remote Similarity NPD8102 Discontinued
0.668 Remote Similarity NPD4887 Discontinued
0.668 Remote Similarity NPD8246 Approved
0.668 Remote Similarity NPD8247 Approved
0.668 Remote Similarity NPD3250 Phase 1
0.6667 Remote Similarity NPD1768 Approved
0.6667 Remote Similarity NPD6138 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6857 Phase 3
0.6667 Remote Similarity NPD5488 Discontinued
0.6667 Remote Similarity NPD7689 Approved
0.6653 Remote Similarity NPD6962 Phase 2
0.6653 Remote Similarity NPD3258 Approved
0.6641 Remote Similarity NPD8370 Discontinued
0.6638 Remote Similarity NPD3003 Approved
0.6638 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6636 Remote Similarity NPD7318 Phase 3
0.6623 Remote Similarity NPD4315 Phase 2
0.6623 Remote Similarity NPD4372 Phase 1
0.6614 Remote Similarity NPD3006 Discontinued
0.661 Remote Similarity NPD7452 Approved
0.661 Remote Similarity NPD7453 Approved
0.6607 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6606 Remote Similarity NPD4724 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7803 Approved
0.6601 Remote Similarity NPD7025 Clinical (unspecified phase)
0.66 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6598 Remote Similarity NPD6298 Discontinued
0.6597 Remote Similarity NPD648 Clinical (unspecified phase)
0.6584 Remote Similarity NPD2785 Clinical (unspecified phase)
0.6582 Remote Similarity NPD3351 Approved
0.6578 Remote Similarity NPD7708 Approved
0.6576 Remote Similarity NPD3328 Phase 2
0.6573 Remote Similarity NPD5014 Discontinued
0.6571 Remote Similarity NPD6209 Approved
0.6571 Remote Similarity NPD2285 Clinical (unspecified phase)
0.657 Remote Similarity NPD1976 Approved
0.657 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6569 Remote Similarity NPD3779 Clinical (unspecified phase)
0.6568 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6568 Remote Similarity NPD4130 Phase 3
0.6564 Remote Similarity NPD1898 Discontinued
0.6562 Remote Similarity NPD7967 Discontinued
0.6559 Remote Similarity NPD8289 Discontinued
0.6558 Remote Similarity NPD1955 Discontinued
0.6555 Remote Similarity NPD5593 Approved
0.6555 Remote Similarity NPD5594 Approved
0.6553 Remote Similarity NPD6176 Phase 1
0.655 Remote Similarity NPD1936 Clinical (unspecified phase)
0.6549 Remote Similarity NPD3154 Approved
0.6549 Remote Similarity NPD1483 Discontinued
0.6549 Remote Similarity NPD3153 Approved
0.6546 Remote Similarity NPD5022 Discontinued
0.6543 Remote Similarity NPD2011 Clinical (unspecified phase)
0.6543 Remote Similarity NPD7878 Phase 2
0.6542 Remote Similarity NPD7317 Phase 3
0.6541 Remote Similarity NPD5450 Discontinued
0.654 Remote Similarity NPD7956 Approved
0.654 Remote Similarity NPD3350 Approved
0.654 Remote Similarity NPD7955 Approved
0.654 Remote Similarity NPD7043 Discontinued
0.654 Remote Similarity NPD7222 Phase 2
0.6535 Remote Similarity NPD4613 Phase 2
0.6533 Remote Similarity NPD8459 Approved
0.6533 Remote Similarity NPD8460 Approved
0.6532 Remote Similarity NPD4328 Approved
0.6518 Remote Similarity NPD4203 Approved
0.6518 Remote Similarity NPD4204 Approved
0.6516 Remote Similarity NPD6770 Approved
0.6516 Remote Similarity NPD6955 Clinical (unspecified phase)
0.6515 Remote Similarity NPD3243 Approved
0.6513 Remote Similarity NPD6376 Discontinued
0.6512 Remote Similarity NPD7996 Phase 2
0.65 Remote Similarity NPD7470 Discontinued
0.6494 Remote Similarity NPD6590 Discontinued
0.6492 Remote Similarity NPD7603 Discontinued
0.6488 Remote Similarity NPD5902 Approved
0.6488 Remote Similarity NPD6169 Phase 1
0.6488 Remote Similarity NPD3257 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
A: chemistry similarity;
B: biological targets similarity;
C: networks similarity;
D: cell-based bioactivity similarity;
E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data